Old Town Condos For Sale

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Interested in Old Town condos for sale or rent? Browse available Old Town condominiums below. Our advanced Chicago real estate website features all condos, townhomes, lofts, and other properties in Chicago's Old Town neighborhood. For additional information on any of these Old Town property listings, just click the "Request Info" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of condos recently sold nearby, and more.

We also encourage all users to register for a free account so that you can receive email alerts whenever new Old Town condos hit the market. Or you can also get in touch at your earliest convenience if you have any other question about the Chicago real estate market. Also feel free to break down your Old Town real estate search and browse popular Old Town searches below the active listings.

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New Open House
1429 N Wells Street 502, Chicago, 60610

$750,000

1429 N Wells Street 502, Chicago, 60610

2 Beds 2 Baths 1,400 SqFt Residential
Wed, Jul 15th, 2026 @ 5pm - 7pm
MLS® # 12686934

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New
1457-59 N Sedgwick Avenue, Chicago, 60610

$4,600,000

1457-59 N Sedgwick Avenue, Chicago, 60610

0 Beds 0 Baths 0 SqFt Land MLS® # 12703290

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New
1515 N Wells Street 7a, Chicago, 60610

$4,600

1515 N Wells Street 7a, Chicago, 60610

2 Beds 2 Baths 1,100 SqFt Residential Lease MLS® # 12700653

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New
344 W Scott Street, Chicago, 60610

$1,450,000

344 W Scott Street, Chicago, 60610

3 Beds 3.5 Baths 3,300 SqFt Residential MLS® # 12690789

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New
1537 N Orleans Avenue 5g, Chicago, 60610

$2,750

1537 N Orleans Avenue 5g, Chicago, 60610

1 Bed 1 Bath 750 SqFt Residential Lease MLS® # 12702544

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New
1537 N Orleans Avenue 5f, Chicago, 60610

$2,795

1537 N Orleans Avenue 5f, Chicago, 60610

1 Bed 1 Bath 750 SqFt Residential Lease MLS® # 12702541

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New
1555 N Sandburg Terrace 517, Chicago, 60610

$240,000

1555 N Sandburg Terrace 517, Chicago, 60610

1 Bed 1 Bath 825 SqFt Residential MLS® # 12701951

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New Open House
308 W Evergreen Avenue 1r, Chicago, 60610

$600,000

308 W Evergreen Avenue 1r, Chicago, 60610

2 Beds 2.5 Baths 1,650 SqFt Residential MLS® # 12701805

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New
1455 N Sandburg Terrace 1107b, Chicago, 60610

$2,500

1455 N Sandburg Terrace 1107b, Chicago, 60610

1 Bed 1 Bath 600 SqFt Residential Lease MLS® # 12701290

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New
1460 N Sandburg Terrace 803a, Chicago, 60610

$275,000

1460 N Sandburg Terrace 803a, Chicago, 60610

2 Beds 1 Bath 0 SqFt Residential MLS® # 12701664

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New
1455 N Sandburg Terrace 2408, Chicago, 60610

$3,000

1455 N Sandburg Terrace 2408, Chicago, 60610

1 Bed 1 Bath 800 SqFt Residential Lease MLS® # 12698669

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New
1355 N Mohawk Street 1n, Chicago, 60610

$4,600

1355 N Mohawk Street 1n, Chicago, 60610

2 Beds 2 Baths 1,500 SqFt Residential Lease MLS® # 12693282

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New
1539 N Wells Street 5, Chicago, 60610

$6,375

1539 N Wells Street 5, Chicago, 60610

4 Beds 2 Baths 1,212 SqFt Residential Lease MLS® # 12661633

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New
1355 N Sandburg Terrace 206d, Chicago, 60610

$3,500

1355 N Sandburg Terrace 206d, Chicago, 60610

2 Beds 1 Bath 767 SqFt Residential Lease MLS® # 12698397

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New
1516 N Mohawk Street 3f, Chicago, 60610

$689,000

1516 N Mohawk Street 3f, Chicago, 60610

3 Beds 2 Baths 0 SqFt Residential MLS® # 12698455

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1529 N Hudson Avenue 2, Chicago, 60610

$750,000

1529 N Hudson Avenue 2, Chicago, 60610

2 Beds 2 Baths 0 SqFt Residential MLS® # 12697141

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New
1560 N Sandburg Terrace 2708j, Chicago, 60610

$340,000

1560 N Sandburg Terrace 2708j, Chicago, 60610

1 Bed 1 Bath 850 SqFt Residential MLS® # 12697701

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New
1225 N Sedgwick Street 1225, Chicago, 60610

$729,900

1225 N Sedgwick Street 1225, Chicago, 60610

3 Beds 2.5 Baths 1,800 SqFt Residential MLS® # 12697565

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New
1460 N Sandburg Terrace 2303a, Chicago, 60610

$285,000

1460 N Sandburg Terrace 2303a, Chicago, 60610

1 Bed 1 Bath 720 SqFt Residential MLS® # 12654505

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New
1455 N Sandburg Terrace 2306b, Chicago, 60610

$347,900

1455 N Sandburg Terrace 2306b, Chicago, 60610

1 Bed 1 Bath 890 SqFt Residential MLS® # 12696244

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New Contingent
1212 N Wells Street 404, Chicago, 60610

$599,000

1212 N Wells Street 404, Chicago, 60610

2 Beds 2 Baths 0 SqFt Residential MLS® # 12692175

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Contingent
1555 N Sandburg Terrace 311k, Chicago, 60610

$175,000

1555 N Sandburg Terrace 311k, Chicago, 60610

1 Bed 1 Bath 0 SqFt Residential MLS® # 12696287

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Contingent
1555 N Sandburg Terrace 315k, Chicago, 60610

$175,000

1555 N Sandburg Terrace 315k, Chicago, 60610

1 Bed 1 Bath 0 SqFt Residential MLS® # 12696222

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New
1355 N Sandburg Terrace 2902d, Chicago, 60610

$335,000

1355 N Sandburg Terrace 2902d, Chicago, 60610

1 Bed 1 Bath 820 SqFt Residential MLS® # 12693414

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Are you planning to buy or sell a home or condo in Chicago? Contact the Chicago Condo Finder Team, Chicago's local condo experts, for help navigating the current market conditions. Call or text (312) 953-0961 now to schedule a showing for a unit you'd like to preview!

Popular Old Town Real Estate Searches

Break down your Old Town home search and browse listings by condo building, property-type, building feature, and more.

About Old Town Real Estate

For buyers looking for real estate that's stylish yet low-maintenance, there are a number of desirable Old Town condos and townhomes available. With high-end finishes and easy access to amenities, Old Town condominiums offer an ideal sanctuary in a picturesque, walkable community, located between the Gold Coast and Lincoln Park.

This affluent and historic neighborhood is bounded by Armitage to the north, Division to the south, Clark Street to the east and Larrabee and Orleans to the west. The charming tree-lined streets are filled with examples of Victorian-era buildings, showcasing beautiful and diverse architectural styles, with townhouses, single-family homes, and condominiums that fit perfectly into the quaint atmosphere of Old Town, Chicago.

Living in Chicago's Old Town Neighborhood

Old Town features some very important city landmarks, including St. Michael’s Church, which is one of the city's seven churches that survived the Chicago fire. It graces the neighborhood with its beautiful peaks, arches, and clock tower. Nestled amongst the residential developments are boutiques, restaurants, and one-of-a-kind stores that make this area delightful to explore.

The Old Town Chicago real estate market is also home to Chicago's famous comedy troupe, Second City, and those who love the outdoors will enjoy nearby Lincoln Park and the lakefront, which provide numerous recreational opportunities.

The Old Town Condo Market

Although single-family homes are abundant in Chicago's Old Town neighborhood, condos here are still a major part of the real estate market, with options ranging from vintage courtyard buildings with ample charm and character to newer construction mid-rises and high-rises that offer lots of desirable lifestyle amenities.

The most sought-after Old Town condos for sale are those that line Wells Street, Old Town's primary thoroughfare that's lined with a high concentration of restaurants, bars, cafes, and boutique shops. But great deals and equally great condo residences can be found in various other parts of Old Town, as long as you know where to look.

To learn more about Old Town condominiums for sale, give us a call, or start browsing the active listings we've featured above.

FAQs About Old Town Chicago Condos for Sale

What makes Old Town Chicago a popular location for condo buyers?

Old Town offers a strong mix of historic charm and walkable amenities near downtown. Buyers are drawn to its preserved architecture, tree-lined streets, and access to Wells Street shops and dining. It’s close to Lincoln Park and the lake, yet quieter than other downtown neighborhoods. Condo buyers value the balance between character and urban access. We’ll help you explore available buildings near the amenities that matter most to you.

Are there newer condo developments in Old Town?

Yes, Old Town has seen new construction over the past decade, including modern mid-rises and luxury buildings. These often feature high-end finishes, floor-to-ceiling windows, and amenities like rooftop decks. Newer developments are mostly along major streets like North Avenue and Division. We’ll help you compare newer options to historic conversions based on your style preferences.

What are typical features of condos in Old Town?

Condos in Old Town range from vintage walk-ups to modern buildings with elevators and attached garages. Many feature hardwood floors, private outdoor spaces, and updated kitchens. Some loft-style units also include exposed brick or timber beams. Whether you’re looking for a high-rise or low-rise, we can help you find the right fit.

How does Old Town compare to Lincoln Park or River North?

Old Town sits between the two, offering a mix of both neighborhoods’ benefits. It’s quieter and more residential than River North, but still walkable and close to nightlife. Compared to Lincoln Park, Old Town is more compact and urban. Prices are competitive with both areas, though inventory is more limited. We’ll guide you through comparisons across all three.

Is parking included with most Old Town condos?

Some units come with deeded or assigned parking, especially in newer buildings. In vintage walk-ups, parking may be rented or street-only. Garages are more common in larger developments. We’ll confirm whether each listing includes a space and what options are nearby if not.

Are Old Town condos good investment properties?

Old Town’s location near the Loop and popular attractions supports steady demand. Units with modern upgrades or outdoor space tend to hold value well. Smaller buildings often have lower monthly assessments, which can help with returns. We’ll show you comparable sales and help evaluate rental potential or resale timelines.

What is the walkability like in Old Town?

Old Town is highly walkable, with most errands, transit, and restaurants accessible on foot. Wells Street is a commercial hub with retail, fitness, and dining options. The CTA Brown and Red Lines are close by, offering fast trips to the Loop. We’ll help you identify which buildings are closest to transit and daily needs.

Are there pet-friendly condos in Old Town?

Yes, many buildings in Old Town allow pets, especially dogs and cats. Larger buildings often have pet relief areas or nearby green space. Lincoln Park and the lakefront trail are within walking distance for dog owners. We’ll confirm the rules and any restrictions in each building.

How do HOA fees vary across Old Town condos?

Fees vary widely depending on building size and amenities. Vintage buildings may have lower assessments, while newer developments with gyms or doormen charge more. We’ll help you evaluate what each fee covers and how it affects total monthly costs.

Can I find condos with outdoor space in Old Town?

Yes, many units have private balconies, patios, or rooftop access. Older walk-ups often include shared decks, while newer buildings feature private terraces. We’ll help you focus your search on units with the kind of outdoor space you prefer.



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